It was Friday and George was not at work today. I got up before him and slipped into the spare room to get ready for the day. After the usual shower and all over shave I got myself dressed. It looked like it was going to be a warmish day so I opted for bra, panties, 10 denier hold up nude stockings and a floaty cotton knee length summer dress, with thin shoulder straps. I applied the minimum of makeup, along with a little lip gloss, slipped on a pair of low heeled strappy sandals and headed downstairs. George had prepared coffees and bowls of fruit and yogurt for us both. I gave him a good morning kiss and he slapped my bottom playfully as I moved around the table to sit down.
After a sip of my coffee my phone pinged, it was an agent telling me that one of my applications for a role was successful and the client wanted me to meet with their leadership team as soon as possible. If all went well the contract would be for a 12 to 18 months. The rate was better than I’d received previously, however, I would need to be on-site, in Bristol, 5 days a week. While I was delighted about the opportunity and needed to work to cover my mortgage and my recently ramped up expenditure of being Rebecca 24/7, I was also, and somewhat unexpectedly, struck by immense sadness about the prospect of having to live away from George and become Matt again during the week.
George noticed my change in mood and asked me what was wrong. I explained about the contract and that I really needed to earn some money. George reached across the table and held my hands and said “I’ve been expecting this and I have given it a lot of thought. Will you do something for me and just listen to everything I’m about to say, without responding?”. I said I would. He said, “I really mean it, let me finish before you say anything“. I nodded and said “OK”.
He went on the say that he loved me very much, loved my company and the relationship we’d built together. He considered me the most special person he’d ever met and wanted to be with me forever. He explained that his company was doing very well and that now he’d finished paying off his ex wife he had more money than he knew what to do with. He said he’d like nothing more than to spend it on me. He’d like me to move in with him permanently, as his girlfriend, and he’d take care of everything I needed. George held his hand up at this point to remind me to keep quiet and listen.
He then went on to say, that when putting himself in my position, he understood what a big commitment that would be and if it was him he’d like to maintain some financial independence and security for the future, just in case. He then proposed that I rent my house out and I keep the earnings in my own personal account as an emergency fund. He continued by suggesting, we convert his unused front room into a home office, where I could run my own web design and development business as Rebecca. He even said there were a few of his suppliers he could point my way to get me started.
Holding his hand up once more, he finished by saying I mustn’t answer him now or even today. He said I must take my time to properly think things through. He recognised it would be a change of life and significant commitment for me. He added that he would completely respect whatever I decided to do and once again said how much he loved me.
We both had tears in the corners of our eyes when he finished. Releasing our hands I got up, moved around the table to him, and simply said, “Thank you”. We hugged tightly for several minutes. The rest of the day was a little odd, neither of us were our normal relaxed selves. George was deliberately giving me space to think, although we did venture out to walk the dog together. We cooked our evening meal and eat it from bowls, cuddled in front of the television. George didn’t initiate any sex when we climbed into bed that night. I loved this kind man, kissed him and put my finger to his slips as a sign to say nothing as I slipped down under the covers. I quickly got his cock hard, by using my tongue and lips on his bulbous head, before taking him slowly and deeply back and forth in my mouth. He came quickly and I gratefully swallowed it all. Moving back up the bed we kissed for sometime before I encouraged him to wrap his arms around me so we could lie in our usual spoon position.
I was awake most of the night pondering what to do. There was no doubt I loved George and wanted to be with him all the time. I also loved being Rebecca 24/7 and was now passable for anything other than very close inspection, but could I really have a life as Rebecca, 365 days a year, every year? Well before morning I’d made my decision and was at peace, falling into a deep, deep sleep. I woke around 8am as George was getting up and heading downstairs to put the coffee on. I got myself sorted out and headed down to see George in my nightie, dressing gown and fluffy sliders. He was sitting at the table, reading the news on his iPad. I gently wiggled onto his lap, kissed him and put my arms around his waist. I told him I’d made a decision and would love to live with him as his girlfriend and loved him more than I could say. We kissed and both cried a little with happiness.
I took him by the hand and led him upstairs, saying we needed to consummate our new relationship. We cuddled and kissed on the bed before I got him very hard with my tongue and mouth, stopping before he came. I then straddled him and gently lowered myself down on his rock hard cock. I rode him slowly and rhythmically, rising up until only his tip was still inside me before sinking down deeply where I could feel his hardness pushing against my prostrate. Feeling him inside me this way soon sent me over the edge and I was crying out with my first orgasm. He came inside me shortly after. He moved me onto my back and lying between my legs made love to me while kissing my mouth and neck. I was genuinely so turned on, I lost track of how many times I came that morning.
Over the next week I started the process of changing my bank accounts to use the preferred name I would now go by, Rebecca. I also moved forward with engaging an agency to fully manage the renting out my house. It was Wednesday that George announced that he’d booked us into a boutique hotel in Manchester for the Friday and Saturday nights so we could properly celebrate our relationship. We would spend Saturday shopping before dinner later that night at an exclusive restaurant. I found the prospect of being very publicly out for the first time as George’s girlfriend, both incredibly exciting and also a little daunting.
George was working on Friday so I had plenty of time to get ready and pack. I needed it, as I was constantly changing my mind on outfits. George laughed when he saw the size of my suitcase. We arrived at the hotel around 8pm and checked in. It was small and luxurious, with no more than 30 rooms. After dropping the bags in our room, George took me downstairs to the small hotel cocktail bar where we had a few drinks and canapes. I was soon feeling relaxed as Rebecca, no one seemed to have noticed I was anything other than a real girl. Back in the room and both feeling a little giddy, we had drunken sex before collapsing into bed. In the morning George got up early and went for a walk while I got ready. I suspect the walk was just to give me some privacy. We had a late breakfast and headed out shopping.
George was clearly up for spoiling me and took me to designer shops that I could never have afforded. He picked out lots of lingerie including a gorgeous pale blue silk and lace set with a matching backless silk chemise with lace trim. We also purchased countless pairs of expensive stockings and hold-ups before he guided me to the evening dresses. He said the restaurant tonight was very up market and also assuming our club membership was accepted, I’d need a few nice evening dresses. After he’d had a quiet word with a young lady assistant he helped me select a few that we both liked and she escorted me to a private changing area to try them on.
There we two standouts, a gold halter neck that flowed like liquid to the floor. The second was a completely backless, blue chiffon dress that flared from a low waist into a skirt that had layers of netting underneath. The front finishing just above my ankles and the back down to the floor. It had a wide neckline and was held together across the back of my shoulders with large wide silk ribbons that could be tied into a long tailed bow which would fall down my exposed back. George had been allowed in to view the dresses and insisted he bought both of them for me, telling me how gorgeous I looked. The sales assistant pointed out matching blue high heels for the chiffon dress. These had blue silk ribbons designed to criss-cross up the ankles. She also pointed out a matching clutch bag. George kindly added those to the haul too.
By the time we got back to the hotel it was mid afternoon, George said he had a few things he wanted to look at and would leave me to get ready for this evening. He said he’d be back around 5:30 and with a little laugh, added that he hoped I would have finished in the bathroom by then. Before leaving, he requested I wear the blue dress and that I was caged and plugged, with no panties. I was of course thrilled at the prospect. It always gave me a huge tingle of excitement when he directed me on how I should dress, particularly when we’d be out in public.
I couldn’t wear a bra with the dress, so I had to go with my expensive, glue on, breast forms. At the time these had cost me over £500, had been matched to my skin tone and were some of the most realistic you could get. From the distance of looking at myself in a mirror the breast forms looked unnervingly natural. The edges blended out into extremely thin latex that had to be carefully rolled onto my skin giving an almost seamless appearance. I of course also felt very sexy wearing them and loved feeling their weight and jiggle on my chest as I moved.
Unfortunately this had got me too aroused to fit my cage. For the next 15 minutes or so I concentrated on shaving and douching which distracted my thoughts just enough to get the cage secured. Once on, I could immediately feel a rush of excitement and my girly cock quickly swelling to fill the constraint. Wearing no panties with the dress would have been required in any case, due to how low the back was cut away. I wouldn’t be able to wear suspenders either.
Basically, I was going to be wearing no underwear at all under the dress. I put on a pair of extremely sheer, nude, lace top hold ups that had a subtle thin brown seam with little flowers down the back and carefully did up the ribbons on the new blue heels. I selected a light brown long wig, securing it firmly in place before putting it up in a loose bun leaving long curls of hair hanging down to my shoulders on each side. Finally, I applied light, subtle makeup, opting for an enhanced natural lip colour with a little gloss and then attached a good set of French style false nails, not too long.
I had just pulled my dress on when George arrived back. He stopped dead as he came into the room and said he couldn’t believe how beautiful I looked. He was carrying a number of bags. After a doing a twirl for George he helped re-tie the ribbon on the back of my dress in a long looped bow that fell beautifully down my exposed back and then asked me to keep facing away from him. I could hear him opening some of his parcels. He attached a loverly silver daisy necklace around my neck along with a matching bracelet on each wrist. He then presented me with matching earrings explaining that he’d had them adapted to be clip on, knowing I had not yet had my ears pierced. He kissed me carefully on my cheek so as not to disturb my flawless makeup. I sat carefully on the bed, leaning back against the headboard, legs underneath me and my dress spread out to avoid creasing while he showered and changed into to an expensive looking evening suit, complete with bow tie.
We were ready to go when he gave me one of his big cheeky smiles and said, “How naughty do you feel?”. I of course said, “Very!”, smiling more broadly. He said “That’s what I was hoping” and asking me to bend over and hitch up my dress. Not sure what to expect, he gently removed my existing plug and then carefully inserted another one. This one felt larger and heavier than my previous plug, and metallic. After I smoothed my dress down he smiled as I let out a sudden squeal feeling the unexpectedly powerful buzz of the new plug and then another squeal shortly after as the plug gave me a small electric shock which caused an involuntary yet very pleasant anal contraction. I giggled and said “Naughty, you’ll need to be very careful with that tonight”.
The restaurant was on one of the top floors of a tower. It was very cosy and intimate, dimly lit tables space far enough apart to feel private. Each time the waiter was near us George of course set my vibrator buzzing or had it give me a little shock, making me tingle with excitement. We drank lots of champagne. Sat there caged and plugged in just this beautiful dress, stockings and heels and being a little tipsy was making me desperate to have George inside me. We had just finished our main course and as the waiter was clearing the plates I saw George whisper something to him. The waiter pointed towards the back of the room.
George got up, took my hand, and led me to where the waiter had been pointing. At the back of the room, and around a little corner, were a number of beautifully decorated large restrooms. Each room was like a luxury bathroom, just without the bath. George led me into one. There was of course a toilet and bidet on a far wall, two sinks set into a large marble counter with a stack of fluffy white hand towels, a large leather high backed arm chair and an ornate side table with lamp. The most surprising thing though was that the walls were all mirrored, top to bottom.
George pulled the armchair out a little so I could bend over and lean against the back. He hitched up my dress, which I held with one arm while he removed my plug. He dropped his trousers and entered me. Working slowly at first with long strokes pushing deep inside me and then almost all the way out, I was in heaven. I could see myself in the mirrors, dressed as a beautiful lady, bent over a chair and being fucked by a handsome man. It was too much and very quickly I could feel myself having a stream of near constant micro orgasms, leaking fluids from my cage into my stocking tops. George came after only a few more thrusts filling me with pulses of his cum. As he withdrew, he reinserted my plug. We stood, both a little breathless and looked at each other. Recognising how quickly we’d come, we said virtually simultaneously, “It’s the mirrors…”. Laughing, we straightened ourselves out. Heading back to the table, George explained that this restaurant had a reputation for its restroom sex and that we’d both just ticked one sexual adventure off our list.
After dinner we moved a floor further up the tower into an exclusive night club where we cuddled, drank and danced for hours, arriving back at the hotel around 2:30am. The hotel was quiet with the night porter seemingly the only person awake. We headed up the 3 stories in the small lift as my feet were now killing me in the heels. As the lift door quietly pinged open on our floor I reached around George and pressed the door close button. I thought I’d take the opportunity to see if I could tick off another one of our sexual adventures. I carefully spread my dress out around me and kneeled in front of him, undid his trousers and released his cock. He quickly hardened as I flicked my tongue over his bulbous head and gave him a good look of it sliding between my glossy lips. Taking him further into my mouth, I started sliding my lips up and down his glistening shaft. Deeper each time until I had him moving in and out of my throat. He came, delightfully filling my throat and mouth with cum. I was very careful not to let any escape onto my dress so greedily swallowed it all down and licked him clean before letting him do himself up. I pointed out that I’d just ticked another sexual adventure off our list.
Grabbing my hand he almost ran me down the corridor to our room. As we entered, he pulled the bow at the back of my shoulders, letting my dress fall to the floor. He removed my plug and cage and moved me onto the bed, wearing nothing but my hold-ups and heels. I was on my back as he moved over me between my opened legs. He was still soft from our lift exploits however feeling his firm torso pushing against mine and squeezing my girly cock between us caused me to orgasm almost immediately, covering our bellies. He pulled a pillow under the small of my back and made love to me while kissing my mouth and neck, coming inside me once more. We collapse as we were and I fell in to a deep blissful sleep, his arms around me, convinced I was the luckiest girl in the world.
More to follow ...
